Crazy Cleveland
Mad Milwaukee
Serious Sporting
Pointless Politics
Merry Midwest
100

Cleveland is situated on which Great Lake?

What is Lake Erie?

100

Milwaukee is situated on which Great Lake?

What is Lake Michigan?

100

Who was the Milwaukee Buck's star player this decade?

Who is Giannis Antetekoumpo?

100

How did Wisconsin and Ohio vote in the 2024 Presidential Election (Democrat or Republican)?

What is both voted Republican?

100

What is the largest city in the Midwest?

What is Chicago?

200
In what performing art is Cleveland's group often considered the "finest in the nation?"

What is orchestra (The Cleveland Orchestra)?

200

Milwaukee is home to one of the world's largest music festivals, named what?

What is Summerfest?

200

Milwaukee's baseball team, currently in the World Series, is named what?

What is the Milwaukee Brewers?
200

Gubernatorial candidate David Crowley narrowly beat which Democratic Socialist candidate in the 2026 Democratic Primaries?

Who is Francesca Hong?

200
How many Great Lakes are there?

What is 5?

300

What famous rap group originates from Cleveland (E 99th Street)?

Who are Bone Thugs N' Harmony?

300

In Milwaukee, a garage sale/yard sale is more commonly reffered to as what?

What is a rummage sale?

300

What is the only major sport that Milwaukee and Cleveland can play against each other in the regular season?

What is the NBA (Eastern Conference)?

300

Who are the two main gubernatorial candidates currently running in Ohio?

Who are Vivek Ramaswamy (R) and Amy Acton (D)?

300

Cleveland and Milwaukee are both cities which were affected by loss of production and the collapse of the steel industry in the 1960's-1980's. Cities in this region, characterized by industrial decline, are commonly referred to as what?

What are Rust Belt cities?

400

Cleveland staple sandwich consisting of Kielbasa covered with french fries and coleslaw is known as what?

What is a Polish Boy (Po' Boy)?

400

What is the most common White ethnicity found in Milwaukee?

What is German?

400

What year did the Cleveland Cavaliers win the NBA Championship?

What is 2016?

400

Milwaukee is well-known for electing three mayors in the early to mid 1900's of what prominent political philosophy? 

What is socialism?

400

Which Midwest city is best known for its music and automotive industry?

What is Detroit?

500

In Cleveland, the grass between the road and the sidewalk is called what?

What is a tree lawn?

500

What is illegally passing in the right lane referred to as in Milwaukee?

What is baselining? (Jugging round the city!)

500

The Cleveland Sirens are an upcoming team in what sport?

What is women's basketball?

500

How many electoral votes does Ohio have (+/- 3)?

What is 17?

500

This upper-Midwest state is home to America's largest mall?

What is Minnesota (Mall of America!)?
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